Weston is a charming town located in Fairfield County, Connecticut, known for its serene natural landscapes, impressive architecture, and affluent community. The town offers a perfect balance between rural and urban living, making it a popular destination for those seeking a luxurious lifestyle.

Best choice of shopping

  1. The Weston Shops - a collection of boutique stores that offer a wide range of luxury items, including designer clothes, jewelry, and home decor.
  2. The Westport Country Playhouse - a cultural center that hosts various events throughout the year, including theater productions, concerts, and art exhibits.
  3. The Merritt Parkway - a scenic route that offers stunning views of the town's natural beauty and connects Weston to neighboring towns.
  4. The Shops at the Green - a shopping center that features a mix of high-end stores, gourmet restaurants, and specialty shops.
  5. The Weston Farmers Market - a weekly market that sells fresh produce, artisanal goods, and other locally sourced products.

Most luxurious hotels

  1. The Inn at Longshore - a boutique hotel that offers elegant guest rooms, an award-winning restaurant, and breathtaking views of the Long Island Sound.
  2. The Delamar Southport - a luxury hotel that features a spa, fine dining, and stylish accommodations.
  3. The Westport Inn - a historic hotel that combines old-world charm with modern amenities, including a fitness center, a pool, and a restaurant.
  4. The Westport Hotel - a chic and stylish hotel that offers comfortable accommodations, exceptional service, and an unbeatable location in the heart of downtown Weston.
  5. The Residence Inn Weston - a modern hotel that offers spacious suites, an indoor pool, and a complimentary breakfast.

For those looking for an excellent dining experience, Weston has a range of upscale restaurants that offer exquisite cuisine and a cozy atmosphere. Here are the 5 most luxurious restaurants in Weston:

  1. The Schoolhouse at Cannondale - a farm-to-table restaurant that serves innovative American cuisine using locally sourced ingredients.
  2. The Red Barn Restaurant - a classic New England-style restaurant that offers traditional dishes made with fresh, locally sourced ingredients.
  3. The Little Barn - a cozy gastropub that serves craft cocktails and delicious comfort food in a laid-back setting.
  4. The Gray Goose Cafe - a casual dining restaurant that offers a menu of classic American dishes, as well as vegetarian and gluten-free options.
  5. The Cottage - a charming restaurant that serves elevated New American cuisine in a rustic, romantic atmosphere.

World class Residences

  1. 25 Tannery Lane: This stunning estate sits on 6.31 acres and boasts over 13,000 square feet of living space. It features a grand two-story foyer, six en-suite bedrooms, an indoor pool, home theater, and a full gym.
  2. 23 Hidden Spring Road: This exceptional stone and shingle colonial is situated on 2.02 acres of beautifully landscaped property. The home features six bedrooms, a custom library, a home theater, and an outdoor pool with a waterfall.
  3. 20 Stonegate Lane: This magnificent stone and shingle colonial sits on 3.01 acres of meticulously landscaped property. The home boasts six bedrooms, a gourmet kitchen, a home theater, and a wine cellar.
  4. 60 Norfield Road: This stunning 1930s colonial has been completely renovated and features six bedrooms, a chef's kitchen, a home gym, and an outdoor pool with a spa.
  5. 5 Osborn Farm Road: This incredible home sits on over 4 acres of beautifully landscaped property and features six bedrooms, a grand two-story foyer, a custom home theater, and an outdoor pool with a waterfall.
Historic charm meets modern luxury on 5 private acres in lower Weston.
$3,795,000
Courtesy of Sotheby's International Realty
Exquisite 1970 Renovated 3 Bedroom House with Renovated Barn and Private Art Museum in Weston, CT Nestled in the heart of Lower Weston, Connecticut, this exceptional 3.
$3,500,000
Courtesy of Compass Connecticut, LLC
This beautifully renovated 4 bedroom Colonial in Lower Weston, Connecticut, exemplifies exceptional craftsmanship and attention to detail throughout.
$1,495,000
Courtesy of Coldwell Banker Realty
This exceptional stone home, blending contemporary design with natural tranquility, sits on 2 private acres in Weston.
$1,199,000
Courtesy of William Raveis Real Estate
Reminiscent of an European Estate this 4420 square foot home features, four bedrooms, two full bathrooms and two half bathrooms on an open acre of land.
$1,149,000
Courtesy of Hastings Real Estate
Experience dramatic, modern living in this grand home with a glorious gunite pool exceptional architectural appeal.
$1,779,000
Courtesy of Coldwell Banker Realty
27 acres of serene land along the Aspetuck River spreading between Weston and Fairfield.
$1,995,000
Courtesy of Keller Williams Realty
Welcome to 38 Davis Hill Road, Weston a beautifully appointed Colonial residence set on just over 2 private acres with meticulously landscaped gardens, mature plantings, and multiple patios.
$1,999,000
Courtesy of Coldwell Banker Realty
New construction for SALE or RENT.
$1,499,000
Courtesy of Camelot Real Estate
Welcome to this beautifully maintained 2 bedroom, 1.
$519,000
Courtesy of O'Brien Premier Properties
Located on a sought after cul de sac in desirable Lower Weston, this beautifully maintained home offers 6 bedrooms, 4 full baths, and a stunning gunite pool perfect for today's ...
$1,150,000
Courtesy of Coldwell Banker Realty
This light filled contemporary home has been masterfully reimagined and updated.
$1,295,000
Courtesy of William Raveis Real Estate
Welcome to 14 Langner Lane, a uniquely charming stone residence set on 2.
$1,695,000
Courtesy of William Raveis Real Estate
39 Tannery South is the kind of home that makes you exhale the second you walk in.
$1,318,000
Courtesy of Compass Connecticut, LLC
Recent upgrades new Home Theater and Fitness Room, Firepit ; upgraded Electrical with Smart panel and Tesla charger ; Renovated Garage with Puppy Spa Care station ; new Lighting, etc.
$1,649,000
Courtesy of William Pitt Sotheby's Int'l
Convenient location only five minutes to Weston Center, our award winning schools, Cannondale train station and Georgetown shopping.
$1,095,000
Courtesy of Compass Connecticut, LLC
In the heart of a neighborhood known for fine estates and just moments from the campus of award winning schools, this distinguished 2.
$3,900,000
Courtesy of Coldwell Banker Realty
This is very special. INVESTOR'S DREAM !
$750,000
Courtesy of Dagny's Real Estate
Nestled in the heart of lower Weston, this sprawling five bedroom Cape presents a rare opportunity to curate a bespoke estate tailored to your personal vision.
$699,000
Courtesy of Brown Harris Stevens
Welcome to 205 Weston Road.
$1,750,000
Courtesy of Higgins Group Bedford Square
The address says it all 7 Homeward Lane is home in every sense of the word.
$2,175,000
Courtesy of William Raveis Real Estate
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